A concise approach for the synthesis of bitungolides: total syntheses of (-)-bitungolide B & E

作者:Reddy K Mahender; Shashidhar J; Ghosh Subhash*
来源:Organic and Biomolecular Chemistry, 2014, 12(23): 4002-4012.
DOI:10.1039/c4ob00250d

摘要

The first total synthesis of (-)-bitungolide B and a second-generation total synthesis of (-)-bitungolide E are described. The cornerstone of the approach comprises a convergent and flexible route involving Brown crotylation, highly diastereoselective substrate controlled Paterson anti-aldol reaction, hydroxyl-directed 1,3-syn/anti reduction, Barton-McCombie deoxygenation and RCM reactions. Via this route, a common intermediate 13 is readily accessible for the synthesis of the family of bitungolides A-E and franklinolides A-C.

  • 出版日期2014